Cefamandole | CAS#34444-01-4 | cephalosporin

MedKoo Cat#: 596956 | Name: Cefamandole

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cefamandole is a second-generation cephalosporin antibiotic with broad-spectrum bactericidal activity, primarily through inhibition of bacterial cell wall synthesis via binding to penicillin-binding proteins (PBPs). It exhibits potent in vitro activity against many Gram-positive cocci, including Staphylococcus aureus (MIC90 ~0.5–2 µg/mL) and Streptococcus pneumoniae (MIC90 ~0.12–1 µg/mL), as well as select Gram-negative bacilli such as Escherichia coli, Klebsiella pneumoniae, and Haemophilus influenzae (typical MIC90 range: 0.5–4 µg/mL).

Chemical Structure

Cefamandole

CAS#34444-01-4 (free acid)

Theoretical Analysis

MedKoo Cat#: 596956

Name: Cefamandole

CAS#: 34444-01-4 (free acid)

Chemical Formula: C18H18N6O5S2

Exact Mass: 462.0780

Molecular Weight: 462.49

Elemental Analysis: C, 46.75; H, 3.92; N, 18.17; O, 17.30; S, 13.86

Price and Availability

Size	Price	Availability
25mg	USD 550.00	2 Weeks
50mg	USD 950.00	2 Weeks
100mg	USD 1,650.00	2 Weeks
1g	USD 5,650.00	2 Weeks

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Related CAS #

34444-01-4 (free acid) 58648-57-0 (lithium) 30034-03-8 (sodium)

Synonym

Cefamandole; Compound 83405; L-Cefamandole; Mancef; Mandol; Cefadole; Cephamandole; Cefamandol

IUPAC/Chemical Name

(6R,7R)-7-((R)-2-hydroxy-2-phenylacetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

InChi Key

OLVCFLKTBJRLHI-AXAPSJFSSA-N

InChi Code

InChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1

SMILES Code

O=C(C(N12)=C(CSC3=NN=NN3C)CS[C@]2([H])[C@H](NC([C@H](O)C4=CC=CC=C4)=O)C1=O)O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

However, it is hydrolyzed by some β-lactamases, particularly extended-spectrum types, limiting its efficacy against resistant strains. Clinically, cefamandole has been used for respiratory tract, skin, and urinary infections, but its use has declined due to the availability of newer agents and its potential to cause hypoprothrombinemia and disulfiram-like reactions due to the MTT side chain.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 462.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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